Synthesis and Medicinal Evaluation of Mannich Bases Carrying Azetidinone Moiety

Prasad, Aluru Guru; Raju, Kakarlapudi Ranga; Prasad, A. Raghavendra Guru; Kumar, B. Santosh; Ravindranath, Lakshmana Rao Krishna Rao

doi:10.4328/jcam.2408

Cited by 4 publications

(5 citation statements)

References 6 publications

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“…This type of absorption confirms the octahedral geometry, which is further evident by the magnetic moment value at 4.73B. M [12].…”

Section: Uv-visible Spectroscopic Measurementssupporting

confidence: 75%

Synthesis, Biological Study, Dna Interaction of Mannich Base Metal Complexes Derived From Benzamide

Sudhasankar

2021

Int J Curr Pharm Sci

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Objective: Coordination compounds occur widely in nature and they comprise a large share of current inorganic research. The Mannich reaction is a classic method for the preparation of Mannich bases, namely, β amino compounds, which are heterocyclic. Methods: A novel Mannich base of N-((3,4-dimethoxyphenyl)(2,5-dioxopyrrolidin-1-yl) methyl)benzamide and its coordination complexes with transition metals Mn and Co have been synthesized and characterized by elemental analysis, molar conductance, magnetic susceptibility measurements, UV-Visible, IR, NMR, and Mass spectral studies. Results: Based on the magnetic moment and UV-Visible spectral data, octahedral geometries were assigned for the metal complexes. The metal complexes were screened for antifungal activity. Conclusion: the metal complexes have shown good activity than the ligand. The binding of selected metal complexes with calf thymus DNA was investigated. It is found that the cobalt (II) metal complex of the ligand showed efficient DNA binding ability.

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“…This type of absorption confirms the octahedral geometry, which is further evident by the magnetic moment value at 4.73B. M [12].…”

Section: Uv-visible Spectroscopic Measurementssupporting

confidence: 75%

Synthesis, Biological Study, Dna Interaction of Mannich Base Metal Complexes Derived From Benzamide

Sudhasankar

2021

Int J Curr Pharm Sci

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“…Piperazine citrate was used as standard drug. The compound 19h containing N-methylpiperazine moiety was found to have significant anthelmintic activity [ 47 ].…”

Section: Biological Activitiesmentioning

confidence: 99%

Mannich Bases: An Important Pharmacophore in Present Scenario

Bala

Sharma

Kajal

et al. 2014

International Journal of Medicinal Chemistry

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Mannich bases are the end products of Mannich reaction and are known as beta-amino ketone carrying compounds. Mannich reaction is a carbon-carbon bond forming nucleophilic addition reaction and is a key step in synthesis of a wide variety of natural products, pharmaceuticals, and so forth. Mannich reaction is important for the construction of nitrogen containing compounds. There is a number of aminoalkyl chain bearing Mannich bases like fluoxetine, atropine, ethacrynic acid, trihexyphenidyl, and so forth with high curative value. The literature studies enlighten the fact that Mannich bases are very reactive and recognized to possess potent diverse activities like anti-inflammatory, anticancer, antifilarial, antibacterial, antifungal, anticonvulsant, anthelmintic, antitubercular, analgesic, anti-HIV, antimalarial, antipsychotic, antiviral activities and so forth. The biological activity of Mannich bases is mainly attributed to α, β-unsaturated ketone which can be generated by deamination of hydrogen atom of the amine group.

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“…In particular, the activity of 23a, 23b, 23c, and 23d was comparable to that of the standard antibiotics commonly employed. Compound 23d with the N-methylpiperazine substituent showed a satisfactory result, allowing them to infer that the presence of the halogen and methoxy groups in position 4 and also that the presence of the N-CH 3 group in the piperazine ring improved the tested biological activities [40]. Within small heterocyclic systems, the 2-azetidinone structural core is exceptionally versatile and helpful and has appeared in many widely used biologically active chemical compounds [38].…”

Section: Nitrogen-heterocycle Derivatives 221 2-azetidinone Derivativesmentioning

confidence: 99%

“…Some of its derivatives stand out for their remarkable medicinal attributes, encompassing antiviral, antitumor, anti-inflammatory, and especially antimicrobial properties [66]. In this sense, a set of nine N-Mannich bases was prepared from the corresponding Schiff bases of 4-(4 -chlorophenyl)-6-(4 -methylphenyl)-2-aminopyrimidine (40). The Schiff bases (41a-c) were formed by condensing 40 with isatin derivatives (39a-c), and, subsequently, the corresponding N-Mannich bases (42a-i) through the reaction of the isatin acidic imino moiety with symmetrical secondary amines (substituted with methyl, morpholine, or piperidine) and HCOH (Scheme 18).…”

Section: -Oxoindole Derivativesmentioning

confidence: 99%

Synthesis of Antifungal Heterocycle-Containing Mannich Bases: A Comprehensive Review

Quiroga,

Coy-Barrera

2023

Organics

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Mannich bases are a class of organic compounds usually obtained by the condensation reaction between an amine, a compound with active hydrogens, and an aldehyde. They are versatile intermediates in organic synthesis, and those compounds containing this motif find applications in pharmaceutical, agrochemical, and even material fields since they are widely known for their wide range of biological activities, including antimicrobial properties. Thus, as part of our interest in antifungal agents, this narrative review aimed to gather information from the literature on the synthesis of various representative Mannich-base-containing compounds, particularly centered on those exhibiting antifungal properties. In this context, the compilation indicated that Mannich bases could be considered as a relevant toxophore/pharmacophore by incorporating heterocyclic moieties to be implemented for the design of new antifungal agents, given its proven efficacy against phytopathogens, other opportunistic human pathogens, and some dermatophytic fungal species, which can be further exploited as agrochemical agents or in medicinal applications to treat fungal infections. The antifungal effect exhibited by Mannich bases conjugated with oxa and/or aza-heterocycles suggests that compounds that have a heterocyclic system attached to the β-amino core are attractive alternatives oriented to the synthesis of novel and helpful antifungal agents.

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Synthesis and Medicinal Evaluation of Mannich Bases Carrying Azetidinone Moiety

Cited by 4 publications

References 6 publications

Synthesis, Biological Study, Dna Interaction of Mannich Base Metal Complexes Derived From Benzamide

Synthesis, Biological Study, Dna Interaction of Mannich Base Metal Complexes Derived From Benzamide

Mannich Bases: An Important Pharmacophore in Present Scenario

Synthesis of Antifungal Heterocycle-Containing Mannich Bases: A Comprehensive Review

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